What are the cheapest airlines flying from Boston to Hilton Head Island round-trip?

Currently priced at $287, American Airlines will fly you from Boston to Hilton Head Island and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and United Airlines - these airlines can fly you to your destination from $297 and $327, respectively. These flights start at 39% lower than the current average price 3 months from now.

What are the cheapest airlines to fly from Boston to Hilton Head Island one-way?

The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $104. However, be on the lookout for offers from Delta and United Airlines, as they are both options that can get you from Boston to Hilton Head Island for a low price.

What is the cheapest day to fly from Boston to Hilton Head Island?

Travelers seeking maximum savings on their Boston to Hilton Head Island flight should consider departing on Tuesday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

What are the most popular airlines that fly from Boston to Hilton Head Island?

Consider American Airlines, JetBlue or Delta when booking your flight. These represent the most popular airlines when flying from Boston to Hilton Head Island.

What is the cheapest day to fly round-trip from Boston to Hilton Head Island?

Leaving on a Monday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 46% on the overall cost on flights from Boston to Hilton Head Island.

How far in advance should I book a flight from Boston to Hilton Head Island?

To save on the cost of your flight from Boston to Hilton Head Island, book at least 32 days before your planned departure. Booking around this time can save you about 133% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $292 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $695.

What is the cheapest month to fly from Boston to Hilton Head Island?

Flights from Boston to Hilton Head Island lean towards being more expensive in December. Prices are generally better when you fly from Boston to Hilton Head Island in January, with the cheapest ticket starting at $207.

Most accurate provider : When it comes to deals on Boston-Hilton Head Island flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Hilton Head Island flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Boston-Hilton Head Island flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Hilton Head Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Can I find deals for flights from Boston to Hilton Head Island that include hotel bookings?

Yes. In addition to deals on Boston to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Boston to Hilton Head Island?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Hilton Head Island.

Can I find deals for business class flights from Boston to Hilton Head Island?

Yes. Cheapflights offers flight deals from Boston to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$104+ Save on Flights from Boston to Hilton Head Island

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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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Cheapflights Tip: The best prices from Boston Logan Intl to Hilton Head Island are usually found in January or July, booked 31 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

Cheap flight deals from Boston to Hilton Head Island

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$287 (American Airlines)
One-way from	$104 (American Airlines)
Popular in	December
Cheapest in	January
Average price	$483

Provider with most accurate pricing for Boston Logan Intl-Hilton Head Island flight deals.

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Provider most trusted by Cheapflights users for Boston Logan Intl-Hilton Head Island flights.

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From Boston Logan Intl to Hilton Head Island

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One-way flight from Boston Logan Intl to Hilton Head Island

Search Deals

Highest demand for flights based on searches. 5% potential increase in price ($27 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).

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Average for round-trip flights in March 2025

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Find flight deals from Boston to Hilton Head Island

Cheapest flights from Boston to Hilton Head Island
Explore the most affordable flight options available from Boston to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 25, 2025.

Mon 4/147:56 amBOS - HHH

1 stop6h 24mAmerican Airlines

Thu 4/1710:53 amHHH - BOS

1 stop6h 17mAmerican Airlines

Deal found 3/23

$287

Fri 6/136:00 amBOS - HHH

1 stop5h 19mDelta

Tue 6/1712:00 pmHHH - BOS

2 stops10h 38mDelta

Deal found 3/23

$297

Mon 4/78:30 amBOS - HHH

1 stop7h 07mUnited Airlines

Mon 4/144:18 pmHHH - BOS

1 stop6h 14mUnited Airlines

Deal found 3/24

$327

Best flights from Boston to Hilton Head Island
Discover carefully curated flight deals from Boston to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 25, 2025.

Fri 5/305:59 amBOS - HHH

1 stop4h 16mAmerican Airlines

Mon 6/26:20 pmHHH - BOS

1 stop4h 20mAmerican Airlines

Deal found 3/24

$287

Fri 6/136:00 amBOS - HHH

1 stop5h 19mDelta

Tue 6/1712:00 pmHHH - BOS

2 stops10h 38mDelta

Deal found 3/23

$297

Mon 4/78:30 amBOS - HHH

1 stop7h 07mUnited Airlines

Mon 4/144:18 pmHHH - BOS

1 stop6h 14mUnited Airlines

Deal found 3/24

$327

Last-minute flights from Boston to Hilton Head Island
Discover last-minute flight deals from Boston to Hilton Head Island. Data last updated March 25, 2025 and is based on user searches.

Sat 3/299:20 amBOS - HHH

2 stops30h 17mUnited Airlines

Mon 3/314:18 pmHHH - BOS

1 stop6h 14mUnited Airlines

Deal found 3/24

$629

Thu 4/35:43 amBOS - HHH

1 stop5h 21mAmerican Airlines

Sun 4/611:34 amHHH - BOS

1 stop21h 09mAmerican Airlines

Deal found 3/24

$561

Mon 4/78:30 amBOS - HHH

1 stop7h 07mUnited Airlines

Mon 4/144:18 pmHHH - BOS

1 stop6h 14mUnited Airlines

Deal found 3/24

$327

Sun 4/207:00 amBOS - HHH

1 stop5h 04mDelta

Fri 4/251:15 pmHHH - BOS

1 stop5h 29mDelta

Deal found 3/24

$554

Thu 4/245:15 amBOS - HHH

1 stop5h 48mAmerican Airlines

Wed 4/3012:47 pmHHH - BOS

2 stops8h 13mAmerican Airlines

Deal found 3/24

$288

One-way flights from Boston to Hilton Head Island
Search for one-way flight options from Boston to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated March 25, 2025.

Sat 8/2312:25 pmBOS - HHH

Nonstop2h 32mAmerican Airlines

Deal found 3/24

$104

Wed 5/146:00 amBOS - HHH

1 stop5h 21mDelta

Deal found 3/24

$114

Mon 4/289:45 amBOS - HHH

1 stop5h 52mUnited Airlines

Deal found 3/24

$159

Sat 8/232:02 pmBOS - HHH

2 stops21h 19mMultiple Airlines

Deal found 3/24

$1,191

Cheapflights Fare Finder

Use the filters below to find and compare flights from Boston to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 4/14

7:56 am-2:20 pm

1 stop6h 24m

Hilton Head Island

Thu 4/17

10:53 am-5:10 pm

1 stop6h 17m

$287

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Fri 6/13

6:00 am-11:19 am

1 stop5h 19m

Hilton Head Island

Tue 6/17

12:00 pm-10:38 pm

2 stops10h 38m

$297

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 4/7

8:30 am-3:37 pm

1 stop7h 07m

Hilton Head Island

Mon 4/14

4:18 pm-10:32 pm

1 stop6h 14m

$327

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Sat 6/7

12:25 pm-2:57 pm

Nonstop2h 32m

$104

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Wed 5/14

6:00 am-11:21 am

1 stop5h 21m

$114

BostonHilton Head Island

BOS - HHH

BOSHHH

Boston Logan Intl

Mon 4/28

5:30 am-3:37 pm

2 stops10h 07m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/23

Compare providers for flights from Boston to Hilton Head Island

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Hilton Head Island in March.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
Priceline	Price Accuracy1 star	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Boston-Hilton Head Island flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Hilton Head Island flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Boston-Hilton Head Island flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Hilton Head Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Boston to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Boston with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Boston to Hilton Head Island

How far ahead should I book a flight from Boston to Hilton Head Island?

The best time to book flights from Boston to Hilton Head Island is 31 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Boston to Hilton Head Island?

Currently, January is the cheapest month in which you can book a flight from Boston to Hilton Head Island (average of $275). Flying from Boston to Hilton Head Island in March is currently the most expensive (average of $482). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BOS to HHH?

Unlike in the morning, when flights are generally more expensive, you can save up to 71% on flights from Boston to Hilton Head Island by exploring options for tickets in the afternoon.

Rainfall in Hilton Head Island by month

In terms of precipitation, rainfall in Hilton Head Island ranges from 2.4 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Hilton Head Island when rainfall is around 2.4 in.

Temperature in Hilton Head Island by month

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

Reviews of airlines servicing Hilton Head Island

Read reviews from past customers who have flown Delta, United Airlines and American Airlines from Boston to Hilton Head Island. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,890 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta

8.0

Very good

7,890 reviews

Delta

8.0

Very good

7,890 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines

7.4

Good

8,605 reviews

Delta

8.0

Very good

7,890 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,890 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

What are the cheapest airlines flying from Boston to Hilton Head Island round-trip?
Currently priced at $287, American Airlines will fly you from Boston to Hilton Head Island and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and United Airlines - these airlines can fly you to your destination from $297 and $327, respectively. These flights start at 39% lower than the current average price 3 months from now.
What are the cheapest airlines to fly from Boston to Hilton Head Island one-way?
The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $104. However, be on the lookout for offers from Delta and United Airlines, as they are both options that can get you from Boston to Hilton Head Island for a low price.
Can I find deals for flights from Boston to Hilton Head Island that include hotel bookings?
Yes. In addition to deals on Boston to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Boston to Hilton Head Island?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Hilton Head Island.
Can I find deals for business class flights from Boston to Hilton Head Island?
Yes. Cheapflights offers flight deals from Boston to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Boston to Hilton Head Island?
Currently, January is the cheapest month in which you can book a flight from Boston to Hilton Head Island (average of $275). Flying from Boston to Hilton Head Island in March is currently the most expensive (average of $482). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Beaufort

Bluffton

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Top 4 airlines flying from Boston to Hilton Head Island

Airline	Cheapest	Average	Flexibility	On-time
JetBlue	Cheapest$88	Average$256	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$152	Average$413	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$261	Average$470	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$283	Average$629	FlexibilityNo cancel fee	On-time69%

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$104+ Cheap flights from Boston to Hilton Head Island (BOS - HHH)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/7. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Boston to Hilton Head Island with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Boston Logan Intl to Hilton Head Island are usually found in January or July, booked 31 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

Cheap flight deals from Boston to Hilton Head Island

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Boston to Hilton Head Island

Cheapest flights from Boston to Hilton Head IslandExplore the most affordable flight options available from Boston to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 25, 2025.

Explore the most affordable flight options available from Boston to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 25, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Boston to Hilton Head Island that are best for you.

Compare providers for flights from Boston to Hilton Head Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Hilton Head Island in March.

Best time to book a flight from Boston to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Boston with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Boston to Hilton Head Island

How far ahead should I book a flight from Boston to Hilton Head Island?

Use this chart to determine the optimal time to book a round-trip flight from Boston to Hilton Head Island. Price data was last updated on March 21, 2025.

What is the cheapest month to book a flight from Boston to Hilton Head Island?

What is the cheapest time of day to fly from BOS to HHH?

Find hourly flight availability from Boston to Hilton Head Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 25, 2025.

Rainfall in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average rainfall totals by month.

Temperature in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average temperature totals by month.

Reviews of airlines servicing Hilton Head Island

Read reviews from past customers who have flown Delta, United Airlines and American Airlines from Boston to Hilton Head Island. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Boston to Hilton Head Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What are the cheapest airlines flying from Boston to Hilton Head Island round-trip?

What are the cheapest airlines to fly from Boston to Hilton Head Island one-way?

Can I find deals for flights from Boston to Hilton Head Island that include hotel bookings?

How can I find direct flights from Boston to Hilton Head Island?

Can I find deals for business class flights from Boston to Hilton Head Island?

What is the cheapest month to book a flight from Boston to Hilton Head Island?

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Alternative routes for Boston to Hilton Head Island

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Top 4 airlines flying from Boston to Hilton Head Island

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Cheapest flights from Boston to Hilton Head Island
Explore the most affordable flight options available from Boston to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 25, 2025.